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Conference Paper: Ruthenium-Porphyrin-Based Metal-Organic Frameworks as Recyclable Heterogeneous Catalysts for Carbene Transfer Reactions
Title | Ruthenium-Porphyrin-Based Metal-Organic Frameworks as Recyclable Heterogeneous Catalysts for Carbene Transfer Reactions |
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Authors | |
Issue Date | 2020 |
Citation | 3rd International Symposium on Carbene and Nitrene Chemistry, San Antonio, Texas, USA, 5-7 February 2020 How to Cite? |
Abstract | Ruthenium(II) porphyrin complexes have robust catalytic activity towards various atom and/or group transfer reactions. In order to develop the next generation of practical catalytic systems suitable for organic synthesis in industrial scale, we have prepared a series of rutheniumporphyrin-based metal-organic frameworks (MOFs), and their heterogeneous catalytic properties towards carbene transfer reactions were studied.
Among the 5 ruthenium(II)-porphyrin-based MOFs prepared, Ru-MOF-Zr showed the best stability under ambient conditions, and the best catalytic activity towards intermolecular cyclopropanation of styrene derivatives with ethyl diazoacetate (EDA). Compared to its homogeneous counterpart, the heterogeneous Ru-MOF-Zr excels in terms of (1) easy separation from the reaction mixture; (2) recyclability of the catalyst; and (3) size selectivity of the styrene substrates brought by the finite-sized pores of the MOF structure. The same catalyst was also active towards intramolecular cyclopropanation of allylic diazoacetates and diazo coupling reactions.
References
1. Zhou, C.-Y.; Huang, J.-S.; Che, C.-M. “Ruthenium-Porphyrin-Catalyzed Carbenoid Transfer Reactions” Synlett 2010, 2681-2700.
2. Che, C.-M; Lo, V. K.-Y.; Zhou, C.-Y.; Huang, J.-S. “Selective Functionalization of Saturated C–H Bonds with Metalloporphyrin Catalysts” Chem. Soc. Rev. 2011, 40, 1095-1975. |
Description | Host: The University of Texas |
Persistent Identifier | http://hdl.handle.net/10722/284631 |
DC Field | Value | Language |
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dc.contributor.author | Wu, Y | - |
dc.contributor.author | Yang, C | - |
dc.contributor.author | Lo, KY | - |
dc.contributor.author | Che, CM | - |
dc.date.accessioned | 2020-08-07T09:00:25Z | - |
dc.date.available | 2020-08-07T09:00:25Z | - |
dc.date.issued | 2020 | - |
dc.identifier.citation | 3rd International Symposium on Carbene and Nitrene Chemistry, San Antonio, Texas, USA, 5-7 February 2020 | - |
dc.identifier.uri | http://hdl.handle.net/10722/284631 | - |
dc.description | Host: The University of Texas | - |
dc.description.abstract | Ruthenium(II) porphyrin complexes have robust catalytic activity towards various atom and/or group transfer reactions. In order to develop the next generation of practical catalytic systems suitable for organic synthesis in industrial scale, we have prepared a series of rutheniumporphyrin-based metal-organic frameworks (MOFs), and their heterogeneous catalytic properties towards carbene transfer reactions were studied. Among the 5 ruthenium(II)-porphyrin-based MOFs prepared, Ru-MOF-Zr showed the best stability under ambient conditions, and the best catalytic activity towards intermolecular cyclopropanation of styrene derivatives with ethyl diazoacetate (EDA). Compared to its homogeneous counterpart, the heterogeneous Ru-MOF-Zr excels in terms of (1) easy separation from the reaction mixture; (2) recyclability of the catalyst; and (3) size selectivity of the styrene substrates brought by the finite-sized pores of the MOF structure. The same catalyst was also active towards intramolecular cyclopropanation of allylic diazoacetates and diazo coupling reactions. References 1. Zhou, C.-Y.; Huang, J.-S.; Che, C.-M. “Ruthenium-Porphyrin-Catalyzed Carbenoid Transfer Reactions” Synlett 2010, 2681-2700. 2. Che, C.-M; Lo, V. K.-Y.; Zhou, C.-Y.; Huang, J.-S. “Selective Functionalization of Saturated C–H Bonds with Metalloporphyrin Catalysts” Chem. Soc. Rev. 2011, 40, 1095-1975. | - |
dc.language | eng | - |
dc.relation.ispartof | 3rd International Symposium on Carbene and Nitrene Chemistry | - |
dc.title | Ruthenium-Porphyrin-Based Metal-Organic Frameworks as Recyclable Heterogeneous Catalysts for Carbene Transfer Reactions | - |
dc.type | Conference_Paper | - |
dc.identifier.email | Lo, KY: vkylo@hku.hk | - |
dc.identifier.email | Che, CM: chemhead@hku.hk | - |
dc.identifier.authority | Che, CM=rp00670 | - |
dc.identifier.hkuros | 311881 | - |
dc.publisher.place | San Antonio, USA | - |